SCS-C006278
asperhiratide
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus hiratsukae
(SCSIO 7S2001)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus hiratsukae
South China Sea
DOI:
10.3390/md20020150
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
500.6 Da
Threshold ≤ 500
ALogP
1.87
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H28N4O5
Molecular Weight:
500.5550 Da
SMILES:
CN1C(=O)[C@H](Cc2ccc(O)cc2)NC(=O)CNC(=O)c2ccccc2NC(=O)[C@@H]1Cc1ccccc1
InChIKey:
JVFSOLUZMGSRCS-ZEQRLZLVSA-N
InChI:
InChI=1S/C28H28N4O5/c1-32-24(16-18-7-3-2-4-8-18)27(36)31-22-10-6-5-9-21(22)26(35)29-17-25(34)30-23(28(32)37)15-19-11-13-20(33)14-12-19/h2-14,23-24,33H,15-17H2,1H3,(H,29,35)(H,30,34)(H,31,36)/t23-,24-/m0/s1
Calculated Properties
ALogP:
1.871 lipophilicity
TPSA:
127.84 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
4
(3 aromatic)
Chiral Centers:
2
Fsp³:
0.2143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006278
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Angiogenesis modulation | inhibitory effect on intersegmental vessel formation | intersegmental vessel (ISV) formation | asperhiratide (1) was evaluated for anti-angiogenic activities in the in vivo zebrafish model, which showed a weak inhibitory effect on intersegmental vessel (ISV) formation | 10.3390/md20020150 Marine Drugs |